Calendar of Events
Current Florida Keys Events
- Sponsored Event
- Jul 17, 2024 - Jul 21, 2024 Key West Arts & Culture
- Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest
- Website Sloppy Joes
- 201 Duval Street Key West FL 33040
- 305-294-5717 E-mail
- Key West’s most iconic and whimsical tribute to one of the greatest literary figures of the 20th century, Ernest Hemingway. This event celebrates Hemingway’s life in Key West and enduring legacy in a way that’s as unique and spirited as the man himself.
- Call now!
- Sponsored Event
- Mar 25, 2024 - Aug 13, 2024 Key Largo
- Fish & Friends Seminar
- Website REEF Environmental Education
- 98300 Overseas Hwy Key Largo FL 33037
- Amy Lee 305-852-0030 E-mail
- REEF Fish & Friends is a free, monthly community social and seminar series. Join us for light snacks and drinks plus an engaging, educational ocean-themed presentation. Seminars are live-streamed and recorded.
- Call now!
- Sponsored Event
- Jul 20, 2024 - Jul 20, 2024 Key West
- Hemingway 5k Sunset Run & Paddleboard Race
- Website Start of Paddle Board Race Higgs Beach & Start of 5K Southernmost Point
- Higgs Beach & Southernmost Point Key West FL 33040
- Key West Half Marathon E-mail
- View video
- Runners, walkers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 20th during the Hemingway 5k Sunset Run and Paddleboard Race. The athletic challenges are part of Hemingway Days!
- Buy tickets!
- Sponsored Event
- Jun 05, 2024 - Jun 09, 2024 Key West LGBTQ
- Key West Pride
- Website Key West Business Guild
- 808 Duval Street Key West FL 33040
- 305-294-4603 E-mail
- Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Show us your pride, we will show you our Key West Pride!
- Buy tickets! Call now!
- Sponsored Event
- Dec 04, 2023 - Aug 31, 2024 Key West
- Christopher Peterson's Eyecons at Birdcage Cabaret
- Website SideBar featuring the Birdcage Cabaret
- 504 Angela St. Key West FL 33040
- Birdcage Cabaret
- View video
- Christopher Peterson is a master of impersonations, both visually and vocally, and his comic timing is impeccable. The show is All Live, no lip-sync, and audiences will be thrilled with his many characterizations. Tickets available now!
- Buy tickets!
- Sponsored Event
- May 15, 2024 - May 15, 2024 Islamorada
- SALVAGING THE DEEP - AN "IMMERSE YOURSELF" EVENT
- Website History of Diving Museum
- 82990 Overseas Hwy Islamorada FL 33036
- Lisa Mongelia 305-431-6709 E-mail
- Join aquanaut Joe Dituri and the History of Diving Museum as they unveil their new featured exhibit - Salvaging the Deep. Join Joe at 7pm as he takes us through his incredible career to kick off the grand opening of the exhibit! Get your tickets now!
- Buy tickets! Call now!
- Sponsored Event
- Jun 07, 2024 - Jun 09, 2024 The Lower Keys
- 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce
- Website KOA Sugarloaf Key
- 251 State Rd 939 Summerland Key FL 33042
- Lower Keys Chamber of Commerce 305-872-2411 E-mail
- View video
- The 31st Annual Lower Keys Chamber of Commerce Dolphin Tournament is coming up June 7-9! Enter to win over $35,000 in cash & prizes. Friday the 7th is registration & appetizers at 5pm and Sunday the 9th is dinner & awards at 6pm. Largest Dolphin Wins!!!
- Buy tickets! Call now!
- Mar 15, 2024 - Sep 13, 2024 Key West Arts & Culture
- Key West Art & Historical Society: Flora & Fauna - Early Naturalists in Florida
- Website
- Enjoy the “Flora & Fauna: Early Naturalists in Florida” exhibit through September 13 at Key West Museum of Art & History's Custom House, Museum, 281 Front Street. The exhibit includes short biographies of the principal naturalists working in the Florida Territory in the early nineteenth century alongside representations of their Florida-inspired works. Their observation of plants and animals was an art as well as a science.
- Apr 24, 2024 - May 11, 2024 Key West Arts & Culture
- Waterfront Playhouse: Lost in Yonkers
- Website
- Neil Simon's story, set in 1942 Brooklyn, of two brothers, Jay and Arty, who must learn to live with their stern Grandma, their Aunt Bella, and their Uncle Louie, a henchman for some gangsters. Showtimes at 8 p.m. with a Saturday 2 p.m. matinee on May 4. Tickets $40 to $85. 407 Wall Street at Mallory Square.
- Apr 28, 2024 - Jul 31, 2024 Key West Arts & Culture
- Key West Tropical Forest & Botanical Garden: Art in the Garden
- Website
- Emphasizing harmony with nature, the return of Art in the Garden showcases local art and sculptures with artistic expressions. Artworks are earth-friendly in the selection of materials and themes and include recycled, repurposed, and natural material. Meander over garden boardwalks and down pathways through dappled shade, colorful blossoms and winged creatures to spot many beautiful works of art. View daily through July 31. 5210 College Rd.
- May 1, 2024 - May 5, 2024 Key West Arts & Culture
- 28th Annual Key West Songwriters Festival
- Website
- The Key West Songwriters Festival is the largest festival of its kind in the world. It revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs. Performances take place at numerous theaters, bars and event spaces around Key West. The opening night headliner on Duval Street May 1 is Dylan Marlowe; Cole Swindell performs May 2 in a ticketed concert at Coffee Butler Amphitheater, and Dallas Davidson headlines a free street performance Saturday May 4 on Duval Street. For a full schedule of events, download the Key West Songwriters Festival app.
- May 2, 2024 - May 5, 2024 The Florida Keys Environmental
- I.CARE: Trash Derby & Festival
- Website
- I.CARE’s Trash Derby, sponsored by the National Marine Sanctuary Foundation in support of Goal: Clean Seas, will begin with a team leader meeting Thursday, May 2 from 6:15 to 7:30 p.m. at Bud N'Mary's Marina. Trash collection activities will take place from sunrise to sunset from Key Largo to Key West May 3 and 4. Divisions include dive operators, private boat owners, and land lovers. Participation is open to everyone including visitors and community members. The Marine Sanctuary sponsorship this year allows dive charter participants to dive for FREE! Each diver will be entered to win excellent dive gear to be drawn at the Trash Derby Festival on Sunday, May 5. The free festival takes place at Founders Park, mile marker 87 bayside from noon to 6 p.m. The festival is open to the public. There is to be an awards ceremony to include cash and other special prizes. The festival features live music, food vendors, games and activities, raffles, a silent auction and exhibitors including local organizations helping to restore Keys coral reefs.
- May 3, 2024 - May 5, 2024 Marathon Fishing
- Marathon Offshore Bull and Cow Dolphin Tournament
- Website
- A guaranteed $18-thousand in cash awaits the top anglers who catch the largest bull and cow dolphin fish combined, while other prizes are awarded to anglers for 1st through 3rd place catches of the largest bull dolphin, largest cow dolphin, 3 largest dolphin combined, and the largest wahoo, tuna and tripletail. Tournament rules pick-up and weigh-ins at Two Conchs Bait & Tackle, 11499 Overseas Highway. Sunday evening awards banquet at Florida Keys Aquarium Encounters, 11587 Overseas Highway.
- May 3, 2024 - May 5, 2024 Islamorada Fishing
- Nick Sheahan Dolphin Rodeo
- Website
- Honoring the memory of Nick Sheahan, a Florida Keys student, this tournament benefits a namesake community scholarship fund that has distributed over $408,000 to Coral Shores High School students. The event features cash prizes for the top three adult anglers with the heaviest dolphin fish. If an angler breaks the Florida dolphin fish record (81 pounds) they win the grand prize of $25,000. Register in advance online until April 29. Walk-up registration is available at the May 3, Friday night cookout and captains meeting at Tavernier Creek Marina, mile marker 90.8 bayside.
- May 4, 2024 - May 11, 2024 Marathon Fishing
- Bob Traa Faro Blanco Tarpon Tournament
- Website
- Newly renamed to honor tournament founder Bob Traa, this team event allows two to four anglers per team/boat, who fish three nights with three different captains at three different bridges: Bahia Honda, Long Key and the world-famous Seven Mile. Proceeds from the charity tournament benefit Ronald McDonald House. Contact Donna Vankirk at 305-393-0699 or captdonna1@aol.com.
- May 4, 2024 - May 5, 2024 Marathon Arts & Culture
- Florida Keys Aquarium Encounters: Mermaids
- Website
- See live mermaids swimming the coral reef tank at Aquarium Encounters! Swim shows will be at 10 a.m. and 2 p.m. each day and are included with admission. After the swim show, you can have your own private meet and greet with the mermaids for photos for a $5 charge. Attendees can also book an encounter experience to get in the tank with the mermaids to join them in feeding the rays, fish and other creatures swimming in the tank. Sign up for encounters at the front desk. 11710 Overseas Highway.
- May 4, 2024 - May 5, 2024 Key West
- Schooner America 2.0: Starry Night Stargazing Sail
- Website
- Sail through Key West waters by starlight on this stargazing sailing adventure aboard the 105-foot Schooner America 2.0, featuring live narration from NASA Solar System Ambassador and Key West resident, Kevin Gallagher. Trip departs at 9:15 p.m. from the dock at Key West Bight, 202 William St.
- May 5, 2024 Key West
- Sloppy Joe's 87th Anniversary at the Corner of Duval and Greene Streets
- Website
- The iconic Sloppy Joe's Bar celebrates 87 years at its current located at the corner of Duval and Greene Streets on May 5. It was previously located in the building that is now Captain Tony's. If you're in Key West, but sure to stop by for a cocktail, and if not, you can check out the Sloppy Joe's Bar Cam.
- May 5, 2024 Key West
- Schooner Wharf Bar: Cinco de Mayo
- Website
- Schooner Wharf Bar's 25th annual Cinco de Mayo celebration takes place from 7 p.m. until midnight. Win a prize for the best Mexican hat, compete in the Super Hot Taco Eating Contest for prizes, and party with live music by the Cool Coconuts Band. 202 William St.
- May 5, 2024 Key West
- The Marker: Cinco de Mayo Margarita Battle
- Website
- Gather by the pool at The Marker, 200 William St., at 3 p.m. for the 2nd annual island-wide margarita battle. Bartenders from The Starboard Restaurant & Bar at The Marker, Southernmost Beach Cafe, The Gates Hotel and 24 North Hotel shake up their tastiest margaritas, and you get to be the judge. Live music by Les Greene and The Swayzees.
- May 5, 2024 Key West
- Run for Rhonda 5k
- Website
- Run or walk your way through Key West on Cinco de Mayo for the first annual Run for Rhonda. Starting and finishing at Truman Waterfront Park, the race will be followed by a fabulous post-race party with DJ Jimmy Jam, adult and non-alcoholic beverages, festive food, a raffle and more. The run honors the legacy of Key West resident Rhonda Flores and supports a college scholarship for a participant in the Take Stock in Children program.
- May 10, 2024 Islamorada Environmental
- Bud N' Mary's Marina: Film Screening & Spiny Lobster Panel Discussion
- Website
- Enjoy ocean and seafood-centered films and a panel discussion with commercial lobster fishermen, Tom Matthews with FWC, and the Ocean Conservancy. 7 to 9:30 p.m. Mile marker 79.8 oceanside. $5 advance tickets available online.
- May 10, 2024 - May 11, 2024 Marathon Fishing
- 18th Annual Mother's Day Dolphin Tournament
- Website
- Cash and prizes will be awarded for the heaviest fish and to anglers who finish second through fifth place in this popular, annual tournament. There are four categories for prizes: professional, weekend warrior, ladies, and junior angler. There is to be a captain's meeting Friday night and one day of fishing on Saturday, followed by an awards banquet Saturday night at Marathon Yacht Club, 825 33rd St. Gulf. The event benefits Habitat for Humanity of the Middle Keys.
- May 10, 2024 Key West Arts & Culture
- Key West Art & Historical Society Distinguished Speaker Series: Key West Ghost Stories with Wayne Garcia
- Website
- Join Key West native and folk artist Wayne Garcia for an evening of storytelling themed "Key West Ghost Stories: They Only Follow Us at Night." He will delight the audience with tales of Old Key West, his memories from growing up, and many of the island’s most infamous characters. His stories will be accompanied by his colorful wood carvings and vintage photographs depicting Key West’s incredible past. 6 to 7 p.m. at Tropic Cinema, 416 Eaton St. Purchase $15 tickets online.
- May 11, 2024 Key West
- Reef Relief Annual Luau Fundraiser
- Website
- Reef Relief holds its annual luau celebration from 5 to 8:30 p.m. at Lagerheads Beach Bar & Grill, located at 0 Simonton St. Enjoy live music from Gary Hempsey, games, a raffle, a silent auction and more.
- May 12, 2024 Key West LGBTQ
- Tennessee Williams Theatre: One Night of Queen
- Website
- For over 20 years Gary Mullen and The Works have been performing their world-renowned "One Night of Queen" live concert. Gary Mullen & The Works will have you dancing in the aisles during their show, while the band pays tribute to the stage theatrics, showmanship, and music of Rock & Roll Hall of Fame inductees: Queen. Tickets $45 to $135. Show at 8 p.m. 5901 College Rd.
- May 12, 2024 Key West
- Sheriff's Animal Farm Open House
- Website
- Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. Stock Island Detention Center, 5501 College Rd.
- May 14, 2024 Islamorada Arts & Culture
- Matecumbe Historical Trust: "The Keys Worst Hurricanes"
- 305-393-0940
- A free presentation from the Irving R. Eyster collection will show the impacts of several Keys hurricanes, starting with the storm that hit the 1733 Spanish treasure fleet, the 1935 Labor Day hurricane, Hurricane Donna in 1960 and Hurricane Irma in 2017. These storms were some of the most destructive hurricanes in Florida Keys history, with the 1935 Hurricane being the strongest storm of the century. The presentation begins at 6 p.m. at Islamorada Public Library, mile marker 81.5 bayside.
- May 15, 2024 Islamorada Arts & Culture
- History of Diving Museum Immerse Yourself Presentation: Salvaging the Deep with Dr. Joe Dituri
- Website
- Retired Navy Commander Joe Dituri served continuously in active service upon various ships and stations where he was involved in every aspect of diving and special operations work, from saturation diving and deep submergence, to submersible design and clearance diving. Join Joe, who is well-known for setting the new underwater habitation record in 2023 at Jules Undersea Lodge, as he discusses salvage operations conducted during his incredible career. The presentation kicks off the museum's new featured exhibit, Salvaging the Deep. Attendees will be able to see the exhibit for its grand opening. 7 p.m. at the museum, located at mile marker 82.9 bayside.
- May 16, 2024 Islamorada Arts & Culture
- Morada Way Third Thursday Art Walk
- Website
- The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. On the Third Thursday of each month, Keys-inspired fine artists, vendors, residents, and visitors congregate on Morada Way in Islamorada to celebrate the arts and culture in the Florida Keys. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82.
- May 17, 2024 - May 19, 2024 Islamorada Fishing
- ‘Ladies Let’s Go Fishing’ Screamin’ Reels Tournament
- Website
- Intended for novice anglers and returning participants, this weekend is about learning and a non-intimidating, fun competition with the “Ladies Let’s Go Fishing” university organizers. Participants can join on a professional charter boat or fish on their own boat. This is a casual tournament with prizes for the heaviest offshore fish and longest inshore fish, drawings for prizes for those who caught fish, plus bonus drawings. The Friday kickoff takes place at The Tavernier Elks Club, mile maker 92 bayside; most Saturday and Sunday charters depart from Whale Harbor Marina, mile marker 83 oceanside.
- May 17, 2024 - May 18, 2024 The Lower Keys Fishing
- King of the Reef Rod & Spear Tournament & Trash Cleanup
- Website
- This Lower Keys tournament has three divisions -- rod and reel, scuba and free diving. Competitors in each division compete for prizes for the largest black grouper and mutton snapper. The person catching the largest black grouper out of all three divisions is to be named the King of the Reef and grand prize winner. The catcher of the largest mutton snapper wins the mutton snapper calcutta. There is also a prize for the most polypropylene trash collected and weighed at the final tournament weigh-in. The tournament was established to raise awareness about diving decompression injuries and raise funds for victims. Tournament events, including the Saturday evening weigh-in and awards ceremony, are based at The Docks Stock Island, 6840 Front St.
- May 17, 2024 - Dec 31, 2024 Islamorada Arts & Culture
- History of Diving Museum: Salvaging the Deep
- Website
- Learn about some of the world's deepest wrecks and how salvage divers got there in the museum's featured exhibit, on display through Dec. 31. Mile marker 82.9.
- May 17, 2024 Key West Arts & Culture
- Studios of Key West: Craig Foster Discusses His New Book, Amphibious Soul
- Website
- From the creator of the beloved Academy Award winning documentary “My Octopus Teacher” comes "Amphibious Soul," Craig Foster’s thrilling memoir of a life spent exploring the most incredible places on Earth – from the Great African Seaforest to the crocodile lairs of the Okavango Delta. Foster reveals how we can attend to the earthly beauty around us and deepen our love for all living things, whether we make our homes in the country, the city, or anywhere in between. $40 ticket includes a copy of the book. Doors open at 6 p.m., talk at 7 p.m.
- May 17, 2024 Marathon
- Shady Palm Art Gallery Anniversary Celebration
- Website
- The new owners of Shady Palm Art Gallery in Marathon invite the public to celebrate with them at their first anniversary celebration with live music, food and drinks. 2888 Overseas Highway
- May 18, 2024 Key West Arts & Culture
- Key West Tropical Forest & Botanical Garden: Rum Infused Adult Scavenger Hunt
- Website
- Don your best pirate or mermaid costume for a night of rum-infused fun during a scavenger hunt throughout Key West Tropical Forest and Botanical Garden. Teams will be created to follow the scavenger hunt rules, with points given for the most items found within one hour. Proceeds benefit funding bus transportation for Monroe County school children's educational trips to the garden in the coming year.
- May 18, 2024 - May 19, 2024 The Florida Keys
- Keys100 Ultramarathon Races
- Website
- Keys 100 is a 100-mile point-to-point running race from Key Largo to Key West. Both teams and individuals compete. There is also a 50-mile option from Marathon to Key West and a 50k individual race from Big Pine Key to Key West. All races finish at Higgs Beach on the Atlantic in Key West. 100-mile races start at Divers Direct in Key Largo, MM 99.8.
- May 18, 2024 Key Largo
- Key Largo Critter Cruise
- Website
- Come by land or sea to participate in the Key Largo Critter Cruise to benefit the Upper Keys Humane Society. Captain up with teams of four per boat or car and cruise or crawl to a selection of favorite Key Largo establishments to compete in games and contests for spectacular prizes. Costumes are encouraged -- prizes will be awarded for best dressed boat and best dressed team. The event takes place from 10 a.m. to 4 p.m. Starts and ends at the Caribbean Club, mile marker 104 bayside.
- May 18, 2024 Key West Fishing
- Reelin' For the Cause Kids Fishing Tournement
- Website
- The tournament raises awareness about congenital heart defects and provides funds to support families with infants born with these disorders. Check in at 9:30 a.m. at Edward B. Knight (White Street) Pier at 9:30 a.m. $15 per child. Rod, reel and bait provided. Lines in at 10 a.m.; awards ceremony at 11:45 a.m. Awards for biggest fish in each age group: 3 to 5; 6 to 8; and 9 to 13. Sharks will be their own category with one award for the largest shark across all age groups. There is also a silent auction at the pier during the tournament.
- May 22, 2024 The Lower Keys Environmental
- Florida Keys Wildlife Society: Full Moon Kayak Excursion
- Capt. Bill Keogh 305-872-7474 Website
- This kayak excursion, sponsored by Captain Bill Keogh of Big Pine Kayak Adventures, takes place from 6:45 to 8:45 p.m. in the waters surrounding the National Key Deer Refuge in Big Pine Key. The trip begins at Old Wooden Bridge Marina, 1791 Bogie Road, and proceeds across the water to No Name Key and north. Call or text Captain Bill at 305-872-7474 to reserve your spot and your kayak and gear. Cost is $30, which is a donation to Florida Keys Wildlife Society.
- May 26, 2024 Key West
- Schooner Wharf Bar: Minimal Regatta
- Website
- Watch sailors make a splash in homemade vessels made from plywood and duct tape in the craziest regatta you'll ever see on the waters of Key West Bight. Watch from the Historic Seaport walkways near Schooner Wharf. 12 noon at 202 William St.
- May 26, 2024 Key West
- Sheriff’s Animal Farm Open House
- Website
- Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. Stock Island Detention Center, 5501 College Rd.
- May 31, 2024 - Jun 1, 2024 Marathon Arts & Culture
- Marathon Community Theatre: tah-DANCE
- Website
- The 15th annual tah-DANCE Community Dance Showcase lets you experience the art of dance through performances by the MCT dance department, local community dance studios, dance groups and individual dancers during an evening of performances created to entertain and enthrall. Two shows - Friday and Saturday nights at 7 p.m. 5101 Overseas Hwy.
- May 31, 2024 - Jun 2, 2024 Key Largo Fishing
- 10th Annual Skippers Dolphin Tournament
- E-mail Website
- This tournament is headquartered at Skippers Dockside Restaurant behind Key Largo’s Holiday Inn at mile marker 100. Cash prizes of over $50,000 include a first-place prize of $20,000 as well as prizes for the top six teams and top lady and junior anglers.